AN EXAMPLE OF THE PERSISTENT RADICAL EFFECT IN COBALOXIME-MEDIATED RADICAL ALKYL-ALKENYL CROSS-COUPLING

Authors
BRANCHAUD BP YU GX
Citation
Bp. Branchaud et Gx. Yu, AN EXAMPLE OF THE PERSISTENT RADICAL EFFECT IN COBALOXIME-MEDIATED RADICAL ALKYL-ALKENYL CROSS-COUPLING, Organometallics, 12(11), 1993, pp. 4262-4264
Citations number
54
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear
Journal title
Organometallics → ACNP
ISSN journal
02767333
Volume
12
Issue
11
Year of publication
1993
Pages
4262 - 4264
Database
ISI
SICI code
0276-7333(1993)12:11<4262:AEOTPR>2.0.ZU;2-8
Abstract
Photolysis of alkylcobaloximes in the presence of activated alkenes re sults in both beta-H elimination and alkyl-alkenyl cross coupling. A p roposed mechanism predicts that buildup of the persistent radical .Co( II)(dmgH)2py as the reactions proceed enhances beta-H elimination, low ering the yield of cross coupling. Scavengers of .Co(II)(dmgH)2Py supp ress beta-H elimination and enhance cross coupling, presumably by lowe ring the concentration of .Co(II)(dmgH)2Py. These data provide support for the proposed reaction mechanism and illustrate how a persistent r adical can control product distributions in an organometallic radical reaction.